Hydrochloric Acid → 1,3-Benzenediacetonitrile, 5-(hydroxymethyl)-alpha1,alpha1,alpha3,alpha3-tetramethyl-

HRID 1636802노트

반응식

HRID 1636802 반응식
[C:1]([C:3]([C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([C:16]([CH3:20])([C:18]#[N:19])[CH3:17])[CH:15]=1)[C:9](OC)=[O:10])([CH3:5])[CH3:4])#[N:2].[BH4-].[Li+].Cl>O1CCCC1>[OH:10][CH2:9][C:8]1[CH:7]=[C:6]([C:3]([CH3:5])([CH3:4])[C:1]#[N:2])[CH:15]=[C:14]([C:16]([CH3:20])([CH3:17])[C:18]#[N:19])[CH:13]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4148881Lithium borohydrideHCID 19349383Methyl 3,5-bis(1-cyano-1-methyl ethyl)benzoate

생성물 1

HCID 193493981,3-Benzenediacetonitrile, 5-(hydroxymethyl)-alpha1,alpha1,alpha3,alpha3-tetramethyl-

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of methyl 3,5-bis(1-cyano-1-methyl ethyl)benzoate (5.6 g), lithium borohydride (0.44 g) and tetrahydrofuran (30 ml) was heated under reflux for 2 h. The mixture was cooled and stirred while 2N aqueous hydrochloric acid was added dropwise until the solution remained acidic, and then the mixture was extracted twice with ethyl acetate. The combined extracts were washed with 1N aqueous potasium bicarbonate solution and then dried and evaporated to dryness under reduced pressure to give 2,2'-(5-hydroxymethyl-1,3-phenylene)di(2-methylpropiononitrile), mp. 151°-153°, which was used without further purification.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. temperatureThe mixture was cooled
  4. additionwas added dropwise until the solution
  5. extractionthe mixture was extracted twice with ethyl acetate
  6. washThe combined extracts were washed with 1N aqueous potasium bicarbonate solution
  7. customdried
  8. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-500ebb63f9c44b1b9075f9ca11c24cf4
출처 데이터셋
uspto-grants-2000_03
특허 번호
USRE036617

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